FeCl3 catalyzed regioselective C -alkylation of indolylnitroalkenes with amino group substituted arenes

Manoj R. Zanwar; Veerababurao Kavala; Sachin D. Gawande; Chun Wei Kuo; Wen Chang Huang; Ting Shen Kuo; Hsiu Ni Huang; Chiu Hui He; Ching Fa Yao

doi:10.1021/jo4025368

FeCl₃ catalyzed regioselective C -alkylation of indolylnitroalkenes with amino group substituted arenes

Manoj R. Zanwar
, Veerababurao Kavala
, Sachin D. Gawande
, Chun Wei Kuo
, Wen Chang Huang^*
, Ting Shen Kuo
, Hsiu Ni Huang
, Chiu Hui He
, Ching Fa Yao

^*Corresponding author for this work

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

Abstract

An efficient FeCl₃ catalyzed protocol for the synthesis of amino functionalized indolylnitroalkanes from easily available precursor indolylnitroalkenes and substituted amines has been developed. Regioselective C-alkylation in the presence of free amino substituted arenes occurred. The scope of this methodology shows good functional group tolerance, and further, this protocol was used to prepare indolylquinoline derivatives.

Original language	English
Pages (from-to)	1842-1849
Number of pages	8
Journal	Journal of Organic Chemistry
Volume	79
Issue number	4
DOIs	https://doi.org/10.1021/jo4025368
Publication status	Published - 2014 Feb 21

ASJC Scopus subject areas

Organic Chemistry

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10.1021/jo4025368

Cite this

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title = "FeCl3 catalyzed regioselective C -alkylation of indolylnitroalkenes with amino group substituted arenes",

abstract = "An efficient FeCl3 catalyzed protocol for the synthesis of amino functionalized indolylnitroalkanes from easily available precursor indolylnitroalkenes and substituted amines has been developed. Regioselective C-alkylation in the presence of free amino substituted arenes occurred. The scope of this methodology shows good functional group tolerance, and further, this protocol was used to prepare indolylquinoline derivatives.",

author = "Zanwar, \{Manoj R.\} and Veerababurao Kavala and Gawande, \{Sachin D.\} and Kuo, \{Chun Wei\} and Huang, \{Wen Chang\} and Kuo, \{Ting Shen\} and Huang, \{Hsiu Ni\} and He, \{Chiu Hui\} and Yao, \{Ching Fa\}",

year = "2014",

month = feb,

day = "21",

doi = "10.1021/jo4025368",

language = "English",

volume = "79",

pages = "1842--1849",

journal = "Journal of Organic Chemistry",

issn = "0022-3263",

publisher = "American Chemical Society",

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TY - JOUR

T1 - FeCl3 catalyzed regioselective C -alkylation of indolylnitroalkenes with amino group substituted arenes

AU - Zanwar, Manoj R.

AU - Kavala, Veerababurao

AU - Gawande, Sachin D.

AU - Kuo, Chun Wei

AU - Huang, Wen Chang

AU - Kuo, Ting Shen

AU - Huang, Hsiu Ni

AU - He, Chiu Hui

AU - Yao, Ching Fa

PY - 2014/2/21

Y1 - 2014/2/21

N2 - An efficient FeCl3 catalyzed protocol for the synthesis of amino functionalized indolylnitroalkanes from easily available precursor indolylnitroalkenes and substituted amines has been developed. Regioselective C-alkylation in the presence of free amino substituted arenes occurred. The scope of this methodology shows good functional group tolerance, and further, this protocol was used to prepare indolylquinoline derivatives.

AB - An efficient FeCl3 catalyzed protocol for the synthesis of amino functionalized indolylnitroalkanes from easily available precursor indolylnitroalkenes and substituted amines has been developed. Regioselective C-alkylation in the presence of free amino substituted arenes occurred. The scope of this methodology shows good functional group tolerance, and further, this protocol was used to prepare indolylquinoline derivatives.

UR - https://www.scopus.com/pages/publications/84894523122

UR - https://www.scopus.com/pages/publications/84894523122#tab=citedBy

U2 - 10.1021/jo4025368

DO - 10.1021/jo4025368

M3 - Article

C2 - 24460519

AN - SCOPUS:84894523122

SN - 0022-3263

VL - 79

SP - 1842

EP - 1849

JO - Journal of Organic Chemistry

JF - Journal of Organic Chemistry

IS - 4

ER -

FeCl₃ catalyzed regioselective C -alkylation of indolylnitroalkenes with amino group substituted arenes

Abstract

ASJC Scopus subject areas

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CCDC 966332: Experimental Crystal Structure Determination

CCDC 966333: Experimental Crystal Structure Determination

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FeCl3 catalyzed regioselective C -alkylation of indolylnitroalkenes with amino group substituted arenes

Abstract

ASJC Scopus subject areas

Access to Document

Other files and links

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Datasets

CCDC 966332: Experimental Crystal Structure Determination

CCDC 966333: Experimental Crystal Structure Determination

Cite this

FeCl₃ catalyzed regioselective C -alkylation of indolylnitroalkenes with amino group substituted arenes